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Upper West Side Homes for Sale

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  • /31

    $795,000

    • 4 Beds
    • 3 Baths
    • 2,976 Sq Ft

    33 Carriage Ln, Helena, MT 59601

    Stand-alone condo in a prime location at the base of Mount Helena! This spacious home features main-level living plus a full walk-out basement. The proximity to Mount Helena City Park provides abundant views and direct access to many miles of public trail systems. Enjoy the wonderful outdoor spaces providing views from the deck or shade from the covered patio. The perfect spot to live your best

    Mark Stahly Big Sky Brokers, LLC

    33 Carriage Ln, Helena, MT 59601
  • /100

    $580,000

    • 4 Beds
    • 2.5 Baths
    • 3,300 Sq Ft

    1701 Cannon St, Helena, MT 59601

    A beautifully preserved 1885 brick Victorian in Helena’s coveted Upper West neighborhood, just six blocks from the Tubbs Trailhead on Mount Helena. Over the past two years, this home has been carefully transformed with a soft white palette that highlights its original, intricate woodwork and fireplaces. Notable features include fresh paint, refinished and replica hardwood floors, a spacious

    Freda Wilkinson Big Sky Brokers, LLC

    1701 Cannon St, Helena, MT 59601
  • /101

    $725,000

    • 6 Beds
    • 2.5 Baths
    • 2,505 Sq Ft

    2200 Cannon St, Helena, MT 59601

    A rare opportunity to own a true piece of Helena history, Appleton House #13—built in 1890 and proudly listed on the National Register of Historic Places. Situated on an expansive six city lots—nearly half an acre—this remarkable property offers a park-like setting in the heart of Helena. The outdoor space is nothing short of spectacular, featuring full fencing, underground sprinklers and drip

    Freyja Bell Uncommon Ground, LLC

    2200 Cannon St, Helena, MT 59601
  • /64

    $1,250,000

    • 4 Beds
    • 3 Baths
    • 3,585 Sq Ft

    2217 Hauser Blvd, Helena, MT 59601

    OWNER FINANCING OPTION AVAILABLE! We are pleased to announce an attractive owner financing option for potential buyers. Now offering as low as 4.95% - Terms Negotiable! Experience the best of Helena living in this luxury condo located on the desirable Westside—just moments from the Mount Helena trail system and only minutes from the vibrant downtown scene. This beautifully designed 4-bedroom,

    Jake Doubek PureWest Real Estate - Helena

    2217 Hauser Blvd, Helena, MT 59601
  • /29

    $435,000

    • 3 Beds
    • 2.5 Baths
    • 1,972 Sq Ft

    2517 Overlook Blvd, Helena, MT 59601

    2517 Overlook Boulevard, a well-maintained 3 bedroom, 2.5 bathroom condo offering comfort and convenience in a desirable Helena location. Whether you’re looking for a primary residence or a potential rental property, this home provides a great opportunity for both owner-occupants and investors. The interior is clean and move-in ready, making it easy to settle in or begin renting right away.

    Nick Garcia Bahny Realty

    2517 Overlook Blvd, Helena, MT 59601
  • /22

    $1,650,000

    • Land
    • 4.4 Acres
    • $375,000 per Acre

    NHN Highview Way, Helena, MT 59601

    Last Chance in Benchmark PUD – Prime Upper Westridge Heights Development Opportunity: This Upper Westside pre-platted tract of land within the city limits represents a unique opportunity, as it is the last available parcel that is in this sought after area of Phase II of the Benchmark PUD Subdivision located in the Westridge Heights. This pre-platted 4.4-acre tract is an exceptional opportunity

    David Lemm Lemm Real Estate, LLC

    NHN Highview Way, Helena, MT 59601
  • /52

    $997,000

    • 4 Beds
    • 4 Baths
    • 2,686 Sq Ft

    316 S Park Ave, Helena, MT 59601

    Reflecting the real historical beginnings of Helena, the Adami Barn surely has stories to tell! Listen... can you hear them? One of a kind property nestled next to Helena's historic Reeder's Alley. One of Helena's earliest standing structures, this remarkable stone building was crafted in the 1870's from locally quarried stone, originally built as the Adami Barn. According to historical data, the

    Cindy Stevick Cindy Stevick Real Estate

    316 S Park Ave, Helena, MT 59601
  • /36

    $414,000

    • 3 Beds
    • 4 Baths
    • 2,009 Sq Ft

    1725 Cannon St, Helena, MT 59601

    Charming Townhouse in a Prime Location! Built in 2020, this thoughtfully designed home is move-in ready and meticulously maintained.The main floor offers an inviting living room, a well-appointed kitchen with stainless steel appliances, and a half bath. Upstairs, you’ll find three bedrooms, including a spacious owner’s suite with a walk-in closet and full bathroom, along with an additional

    Sandra Kokoruda Uncommon Ground, LLC

    1725 Cannon St, Helena, MT 59601
  • /96

    $779,000

    • 2 Beds
    • 2 Baths
    • 1,865 Sq Ft

    921 Monroe Ave, Helena, MT 59601

    This spacious 3,316 sq ft stucco Craftsman home has 1,865 sq ft of above-grade living space and an unfinished basement. It is located in Helena's Upper West Mansion District and offers true single level living while blending historic character with new house comfort. It is situated on 1.5 city lots with a fully fenced yard. Renovation in 2022 includes: rewire w/underground service & 200 amp

    Colette Holstine RE/MAX Of Helena

    921 Monroe Ave, Helena, MT 59601
  • /64

    $1,250,000

    • 4 Beds
    • 3 Baths
    • 3,585 Sq Ft

    2211 Hauser Blvd, Helena, MT 59601

    OWNER FINANCING OPTION AVAILABLE! We are pleased to announce an attractive owner financing option for potential buyers. Now offering as low as 4.95% - Terms Negotiable!Experience the best of Helena living in this luxury condo located on the desirable Westside—just moments from the Mount Helena trail system and only minutes from the vibrant downtown scene. This beautifully designed 4-bedroom,

    Jake Doubek PureWest Real Estate - Helena

    2211 Hauser Blvd, Helena, MT 59601
  • /64

    $1,200,000

    • 4 Beds
    • 3 Baths
    • 3,585 Sq Ft

    2215 Hauser Blvd, Helena, MT 59601

    OWNER FINANCING OPTION AVAILABLE! We are pleased to announce an attractive owner financing option for potential buyers. Now offering as low as 4.95% - Terms Negotiable! Experience the best of Helena living in this luxury condo located on the desirable Westside—just moments from the Mount Helena trail system and only minutes from the vibrant downtown scene. This beautifully designed 4-bedroom,

    Jake Doubek PureWest Real Estate - Helena

    2215 Hauser Blvd, Helena, MT 59601
  • /21

    $2,554,950 New Construction

    • 3 Beds
    • 4 Baths
    • 3,623 Sq Ft

    442 S Park Ave, Helena, MT 59601

    Nestled at the base of the iconic Mount Helena trail system, this luxury residential townhouse is located in an area that can never be duplicated. In the heart of Helena, the locale prides itself on historic homes, world class hiking/biking, restaurants, retail shops, galleries, museums, and breweries. Enjoy all the amenities of Helena, along with nearly 80 miles of trails and wilderness out the

    Didi Peccia Augustine Properties

    442 S Park Ave, Helena, MT 59601
  • /36

    $615,000

    • 3 Beds
    • 2 Baths
    • 2,754 Sq Ft

    2650 Knight St, Helena, MT 59601

    Welcome to 2650 Knight Street, a thoughtfully designed home that blends comfort, efficiency, and access to some of Helena’s best outdoor amenities. This Green Built property showcases energy efficient materials and construction, offering long term savings and a more sustainable lifestyle without compromising style or functionality.Inside, you’ll find a bright and inviting layout with modern

    Amber Conger Engel & Völkers Western Frontier - Helena

    2650 Knight St, Helena, MT 59601
  • /6

    $189,000

    • Land
    • 9,539 Sq Ft
    • $863,014 per Acre

    2330 Choteau St, Helena, MT 59601

    Upper west side development opportunity with this .219 acre lot that's zoned R-2 steps from Kessler school. Lot has a 10 GPM well that can be used for irrigation purposes as well as a 12x25 garage. City utilities are stubbed into the lot and duplex plans are available from Seller that would work great on the lot.

    Dan Stone Ridgeline Realty

    2330 Choteau St, Helena, MT 59601
  • /35

    $439,000

    • 3 Beds
    • 2.5 Baths
    • 1,986 Sq Ft

    2547 Overlook Blvd, Helena, MT 59601

    Welcome home to this adorable and classy 3-bedroom condo located on Helena’s desirable Upper West Side. This beautifully maintained end unit offers the perfect blend of comfort, style, and low-maintenance living. Inside, you’ll find upscale finishes throughout, including stunning granite countertops, quality flooring, and a thoughtfully designed layout that feels both inviting and sophisticated.

    Anita Sherley Sherley Real Estate

    2547 Overlook Blvd, Helena, MT 59601
  • /64

    $1,200,000

    • 4 Beds
    • 3 Baths
    • 3,585 Sq Ft

    2213 Hauser Blvd, Helena, MT 59601

    OWNER FINANCING OPTION AVAILABLE! We are pleased to announce an attractive owner financing option for potential buyers. Now offering as low as 4.95% - Terms Negotiable! Experience the best of Helena living in this luxury condo located on the desirable Westside—just moments from the Mount Helena trail system and only minutes from the vibrant downtown scene. This beautifully designed 4-bedroom,

    Jake Doubek PureWest Real Estate - Helena

    2213 Hauser Blvd, Helena, MT 59601
  • /45

    $665,000

    • 3,345 Sq Ft

    917 Elizabeth St, Helena, MT 59601

    This beautifully maintained triplex offers a great investment opportunity with strong rental appeal and desireable amenities. Each of the three units features a spacious 2 bedroom, 1 bathroom layout designed for comfortable living. Tenants enjoy the convenience of individual washers/dryers and a private garage along with additional off-street parking, providing ample space for vehicles and

    Lynnette Sena Big Sky Brokers, LLC

    917 Elizabeth St, Helena, MT 59601
  • /67

    $799,000

    • 5 Beds
    • 3 Baths
    • 4,249 Sq Ft

    2028 Flowerree St, Helena, MT 59601

    Welcome home—where location and ambiance meet in perfect harmony. This stunning 4,249 sqft., 5-bdrm, 3-bath custom-built home showcases quality finishes and timeless design throughout. An impressive entry welcomes you with classic white columns, a formal sitting area, and beautiful tile flooring that sets the tone for the elegance within. From the foyer, step into the open-concept living room

    Joshua Koffler Coldwell Banker Mountainside Realty

    2028 Flowerree St, Helena, MT 59601

Why Live in Upper West Side

Upper West Side in Helena is a suburb located southwest of Euclid Avenue, a main thoroughfare that hosts various restaurants and shops and provides access to Interstate 15, Helena Regional Airport and Saint Peter’s Health. The neighborhood, within view of Mount Helena, has a tight grid layout with well-maintained lawns and sidewalks. Home styles vary from ranch, bungalow and split levels to chalet-style homes on the eastern side, and historic craftsmen, Queen Anne and shingle-style homes on the west side. Helena Public Schools serve the area, with schools like Helena Middle School receiving high ratings. The proximity to Mount Helena offers residents quick access to hiking trails, including the Tubbs Trailhead, which starts within the neighborhood. Attractions such as Devil’s Kitchen and the peak of Mount Helena are accessible via the 1906 trail. Dining options include Staggering Ox and the Early Bird Café, with breweries like Mount Ascension Brewery located about 2 miles away in the Last Chance Gulch dining district. For groceries, residents frequent Van’s Thriftway. The Lewis and Clark Fairground, about 3 miles north, hosts events like the Last Chance Stampede and Fair, providing year-round activities.

Frequently Asked Questions

Is Upper West Side a good place to live?
Upper West Side is a good place to live. Upper West Side is considered car-dependent and very bikeable with minimal transit options. Upper West Side has 2 parks for recreational activities. It is fairly sparse in population with 4.6 people per acre and a median age of 43. The average household income is $127,498 which is above the national average. College graduates make up 59% of residents. A majority of residents in Upper West Side are home owners, with 38.2% of residents renting and 61.8% of residents owning their home. A local real estate agent serving Upper West Side can help you decide if this neighborhood is the right one for you. Learn more on our Upper West Side neighborhood guide.
Is Upper West Side, MT a safe neighborhood?
Upper West Side, MT is safer than the average neighborhood in the United States. It received a crime score of 3 out of 10.
How much do you need to make to afford a house in Upper West Side?
The median home price in Upper West Side is $537,500. If you put a 20% down payment of $107,500 and had a 30-year fixed mortgage with an interest rate of 6.37%, your estimated principal and interest payment would be $2,680 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $115K a year to afford the median home price in Upper West Side. Learn how much home you can afford with our Home Affordability Calculator. The average household income in Upper West Side is $127K.
What are the best public schools in Upper West Side?
The best public schools that serve Upper West Side are:
What are the best private schools in Upper West Side?
The best private schools that serve Upper West Side are:
  • St Andrew School has a B Niche grade, a student teacher ratio of 14:1 and an average review score of 4.2.
What are the most popular zip codes in Upper West Side, Helena, MT?
The most popular zip codes in Upper West Side, Helena, MT include 59601, 59602, 59634, 59635 and 59633.
What are the most popular neighborhoods near Upper West Side, Helena, MT?
The most popular neighborhoods near Upper West Side, Helena, MT are Lower West Side, South Central, North West, North Central and North East.

Home Trends in Upper West Side, MT

Housing Trends

Median Sale Price
$485,000
Median Single Family Sale Price
$529,950
Median Townhouse Sale Price
$665,000
Median 2 Bedroom Sale Price
$193,000
Average Price Per Sq Ft
$263
Number of Homes for Sale
15
Last 12 months Home Sales
69
Months of Supply
2.60
Median List Price
$537,500
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
7%
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